Fall is the perfect season to embrace the comfort and versatility of leggings. Whether you’re running errands, meeting friends for coffee, or enjoying a cozy day at home, leggings can be the foundation of so many stylish outfits.
Here are over 20 cute fall outfit ideas with leggings to keep you looking chic and comfortable all season long!
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Sweatshirt + Sneakers
Keep it simple and comfy with an oversized sweatshirt and black or patterned leggings. Sneakers and a quilted jacket make this outfit perfect for an active day out.
How to wear it:
- Top: Cozy, oversized sweatshirt in a fun fall color like burnt orange or deep green.
- Leggings: Black or patterned leggings.
- Shoes: Classic white or black sneakers.
- Accessories: Baseball cap, crossbody bag.
- Outerwear: Quilted jacket or puffer vest.
I like to mix up my leggings with different colors! These leggings are a personal fave, I have them in several colors. They are the softest things ever and are a very very similar to a popular Lululemon style (just way more affordable!). A big sweatshirt with leggings is such a cute and simple trendy outfit that you can wear for so many seasons.
Chunky Sweater + Ankle Boots
Pair a chunky knit sweater in a neutral tone with classic black leggings for an effortlessly chic fall look. Finish with suede ankle boots and simple gold accessories for a cozy yet polished outfit.
How to wear it:
- Top: Oversized chunky knit sweater in a neutral color like beige or gray
- Leggings: Classic black or charcoal gray leggings
- Shoes: Suede ankle boots in a rich brown or tan
- Accessories: Gold hoop earrings, a statement watch
- Outerwear: Longline coat in a matching neutral shade
Fleece jacket + sneakers
A fleece jacket paired with black leggings and sneakers is the ultimate cozy fall outfit. Perfect for those chilly morning walks or casual outings, this look is both warm and stylish.
Add a baseball cap or beanie and a crossbody bag for a laid-back, effortlessly cool vibe.
- Top: Pair a simple, long-sleeve t-shirt or a fitted thermal top underneath the fleece jacket. Opt for a neutral or soft color like white, gray, or light blue to keep the look cozy and casual.
- Leggings: Classic black leggings work best for this outfit, offering both comfort and versatility.
- Shoes: Choose comfortable sneakers, preferably in a neutral shade like white or gray, to complement the relaxed vibe of the outfit.
- Accessories: Add a knit beanie in a matching or contrasting color to keep warm, and consider a crossbody bag for a practical yet stylish touch.
- Outerwear: The fleece jacket should be cozy and slightly oversized, in a fall-friendly color like olive green, navy, or beige. This jacket adds warmth without sacrificing style, making it perfect for outdoor activities or running errands on a chilly day.
Plaid Flannel Shirt + Combat Boots
Channel those autumn vibes with a red and black plaid flannel shirt and black leggings. Add some edge with black combat boots and a leather jacket—perfect for a day out in the city or a weekend adventure.
- Top: Red and black plaid flannel shirt, slightly oversized.
- Leggings: Black leggings.
- Shoes: Black combat boots.
- Accessories: Leather backpack, layered necklaces.
- Outerwear: Black leather jacket for a bit of edge.
Tunic Sweater + Knee-High Boots
For a more feminine look, try a long tunic sweater in a rich fall color like burgundy. Pair it with dark leggings and knee-high boots for a classic fall outfit that’s both stylish and warm.
- Top: Long tunic sweater in a soft knit, preferably in a warm color like burgundy.
- Leggings: Dark brown or black leggings.
- Shoes: Knee-high boots in brown or taupe.
- Accessories: Infinity scarf, simple stud earrings.
- Outerwear: Trench coat or cardigan, depending on the weather.
Denim Jacket + Your Favorite Top
Keep it casual and fun with your favorite top and black leggings. Throw on a denim jacket and white sneakers for an easy, laid-back look that’s perfect for running errands or grabbing coffee with a friend. This is the perfect comfy clothing style for moms on the go!
- Top: Fun graphic tee, perhaps with a fall-themed print or quote
- Leggings: Black or charcoal gray leggings
- Shoes: White sneakers or slip-on loafers
- Accessories: Beanie, crossbody bag
- Outerwear: Classic denim jacket
Turtleneck Sweater + Chunky Ankle Boots
If your wondering what to wear with black leggings for the cold weather, stay warm and stylish with a fitted turtleneck sweater and black or faux leather leggings. Chunky ankle boots keep the outfit comfy, while a wool coat adds a touch of sophistication.
- Top: Fitted turtleneck sweater in a deep fall color like olive or rust.
- Leggings: Black or faux leather leggings.
- Shoes: Slip-on sneakers in a coordinating color.
- Accessories: Simple pendant necklace, a watch with a leather strap.
- Outerwear: Wool blend coat for a polished look.
Long Cardigan + Ankle Booties
Layer a simple white tee under a long, chunky cardigan for a cozy fall look. Add high-waisted leggings and suede ankle booties for an outfit that’s perfect for a day at the pumpkin patch.
- Top: Simple white or cream tee.
- Leggings: High-waisted black leggings.
- Shoes: Suede ankle booties in tan or brown.
- Accessories: Long pendant necklace, delicate rings.
- Outerwear: Long, chunky cardigan in a neutral or soft pastel color.
Cozy Sweater + Slip on Shoes + Socks
Oversized Hoodie + Fashion Sneakers
Nothing beats the comfort of an oversized hoodie paired with black leggings. Complete the look with trendy sneakers for a sporty, casual vibe that’s ideal for a cozy day at home or a quick run to the grocery store. I’m always a fan of leggings with Dunks! It’s so cute for any age.
- Top: Cozy, oversized hoodie in a fall color like burnt orange.
- Leggings: Black or gray leggings.
- Shoes: Trendy sneakers in a complementary color.
- Accessories: Baseball cap, simple stud earrings.
- Outerwear: Puffer vest or light windbreaker.
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Striped Sweater + Ballet Flats
A striped sweater in classic fall colors paired with black leggings is an easy go-to outfit. Finish it off with ballet flats and a trench coat for a look that’s casual yet put-together.
- Top: Striped sweater in navy and white or black and white.
- Leggings: Black or navy leggings.
- Shoes: Ballet flats in a coordinating color.
- Accessories: A delicate bracelet stack, crossbody bag.
- Outerwear: A light trench coat or duster.
Button-Up Shirt + Loafers
For a more polished look, opt for a crisp white button-up shirt with black or dark green leggings. Add loafers and a wool blazer for a chic office-ready outfit.
- Top: Crisp white button-up shirt, slightly oversized.
- Leggings: Black or dark green leggings.
- Shoes: Black or brown loafers.
- Accessories: Structured tote bag, classic watch.
- Outerwear: Wool blazer in a neutral color.
Sweater Dress + Leggings + Boots
Combine a cozy sweater dress with black leggings and knee-high or over-the-knee boots. This outfit is both elegant and warm, making it perfect for fall gatherings or date night.
- Top: Sweater dress that hits mid-thigh, in a warm tone like mustard or burgundy.
- Leggings: Black or dark gray leggings.
- Shoes: Knee-high or over-the-knee boots in black or brown.
- Accessories: Statement earrings, a cozy scarf.
- Outerwear: Long, tailored coat or a belted wool coat.
Long Sleeve Henley + Slip-On Clogs
A soft, long sleeve henley paired with black leggings is the perfect mix of comfort and style. Slip-on mules and a utility jacket make this outfit versatile for any fall activity.
- Top: Soft, long sleeve henley in a neutral or soft color.
- Leggings: Black or gray leggings.
- Shoes: Slip-on clogs in a fall-appropriate color like brown.
- Accessories: Layered necklaces, a tote bag.
- Outerwear: Utility jacket or a light parka.
Cropped Sweater + Platform Mini Boots
Show off your favorite high-waisted leggings with a cropped chunky knit sweater in a rich fall shade. Add ankle boots and a moto jacket for a trendy, fashion-forward look.
- Top: Cropped chunky knit sweater in a fall shade like rust or olive.
- Leggings: High-waisted black leggings.
- Shoes: Platform mini boots
- Accessories: Beanie, crossbody bag.
- Outerwear: Moto jacket in leather or suede.
Poncho + Fleece Slipper Shoes
Stay cozy and stylish with a knit poncho over black leggings. Suede booties and a wide-brim hat add the perfect finishing touches for a chic fall look.
- Top: Knit poncho in a neutral color with fringe details.
- Leggings: Black leggings.
- Shoes: Suede slip on shoes in a coordinating shade.
- Accessories: Wide-brim hat, statement earrings.
- Outerwear: A long cardigan or coat underneath if needed.
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Chambray Shirt + Slip-On Sneakers
A chambray shirt tied at the waist over black leggings is a cute and casual fall outfit. Complete the look with slip-on sneakers and a lightweight bomber jacket.
- Top: Chambray shirt, worn tucked in or tied at the waist.
- Leggings: Black or gray leggings.
- Shoes: Slip-on sneakers in white or a fun pattern.
- Accessories: Leather watch, delicate necklace.
- Outerwear: Lightweight bomber jacket or utility jacket.
No matter your style, these outfit ideas with leggings are sure to keep you comfortable and chic all season long. So grab your favorite pair and get ready to embrace all that fall has to offer!
